The Stacking Benjamins Show

How to Climb the Wealth Ladder (SB1711)


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What’s the right financial move for you… right now? If you've ever found yourself reading advice meant for a millionaire when you're still trying to crack five figures—or following budgeting tips when your net worth is seven digits—this episode is your custom-tailored financial GPS.

In this installment of The Stacking Benjamins Show, Joe Saul-Sehy, OG, and Doug take you rung-by-rung through the wealth ladder—from humble beginnings at $10K all the way to $10 million—and explain how your financial priorities, risks, and strategies evolve as your net worth grows.

  • How to avoid mismatched advice: Why taking financial tips meant for someone in a different stage can set you back instead of move you forward.
  • Net worth brackets and behavior shifts: What you should be thinking about at $10K, $100K, $1 million, and beyond—and what not to worry about yet.
  • When Roth IRA conversions make sense—and when they really don’t: With new legislation impacting retirement tax planning, Joe and OG break down the implications with help from Robert Powell of The Street.
  • Diversification, risk, and behavioral pitfalls: What the pros get wrong and how to stay grounded no matter how big your stack grows.
  • Community-driven insights: From listener milestones to new Stacking Benjamins swag sightings, you’ll hear how Stackers are winning in their own lives.

    As always, the team weaves in laughter, sarcasm, and that unmistakable basement charm—complete with Doug’s new mug, a calendar confusion history lesson, and a household disaster caused by what can only be described as “revenge rain.”

    • A Robin Williams–themed trivia segment to warm your heart (and test your memory)
    • Batty Betty’s wild TikTok take on relationship finance
    • Practical investing and estate planning ideas that don’t make your eyes glaze over
    • Why You’ll Love This Episode:
      If you’re trying to level up without falling prey to the one-size-fits-all advice machine, this episode delivers a realistic blueprint. It’s equal parts roadmap and reminder: where you are right now matters more than where someone else thinks you should be.

      Stacker takeaway? Clarity beats comparison. Especially when it comes to money.

      FULL SHOW NOTES: https://stackingbenjamins.com/build-your-wealth-ladder-1711

      Deeper dives with curated links, topics, and discussions are in our newsletter, The 201, available at https://www.stackingbenjamins.com/201

      Enjoy!

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      The Stacking Benjamins ShowBy StackingBenjamins.com | Cumulus Podcast Network

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